Built for owners who’ve built something real

About Hoss Tree Advisors

We’re operators, investors, and advisors who understand what it takes to grow — and what it means to let go. We treat every conversation with the care your legacy deserves.

$100M+

in M&A experience

We've led deals across industries, with a focus on outcomes that honor what owners have built.

30+ years

of operator experience

We've run and scaled businesses — so we know what matters on the ground.

100%

focus on tree services

Tree service isn’t just one of many industries we work in — it’s the only one we focus on.

Meet our team

Our team combines M&A and tree service experience to guide owners through high-stakes decisions with confidence.

J. Howard Ragsdale, Jr., CFA

Howard brings decades of experience in M&A, institutional investment, and operational leadership — including as chairman of a tree service company — with a deep commitment to legacy-focused exits and long-term value creation.

Managing Partner

Joe Drake

Joe combines Wall Street and CFO experience with hands-on leadership in tree service M&A. He’s advised multiple exits and buy-side deals and brings a strategic, seller-first perspective to every conversation.

Managing Partner

Aaron Kolarich

Aaron is a seasoned sales leader with a background in fintech, construction, and team development. Known for his relationship-first approach, he builds trust with owners while guiding them through one of the biggest decisions of their lives.

Partner

Ready to see what’s possible?

Let’s talk about what your next chapter could look like.